“From Runway Dreams to Real-Life Journeys: Discover the Stunning Transformations of the Zoolander Cast!”
Since then though, he’s gone behind the scenes to become a world-renowned producer. Ronson has worked with everyone from Kanye West to Amy Winehouse and Bruno Mars. He most recently took home an Oscar for Best Original Song after co-writing “Shallow” for A Star Is Born.
Patton Oswalt As The Photographer

He only had a few lines in Zoolander but comedian and actor Patton Oswalt still managed to make us crack up. Oswalt played the photographer behind the photoshoot where Derek pretends to act like a monkey. Who knew the line “You’re a monkey, Derek!” would be so memorable.
Since the 2001 comedy, Oswalt has continued acting. Most notably, he played Spencer Olchin in the sitcom The King of Queens and voiced Remy in the Pixar animated flick, Ratatouille.
David Bowie As Himself

One of the biggest and best cameos in Zoolander and (dare we say it) any film, was David Bowie as the judge of the walk-off. While Bowie was no stranger to acting, it was rare that audiences got to see him playing a comedic role. The seriousness he took to judging the walk-off made it even better.
Bowie continued acting and making music after Zoolander until January 10, 2016, when he died from complications of liver cancer.
Donald Trump As Himself

Yes, you’re looking at the cameo that Donald Trump and then-newly married wife Melania Trump made in Zoolander. Trump tells an E! News reporter, “Without Derek Zoolander, male modeling wouldn’t be what it is today.”